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The Jaunts of JeffB!


JeffB

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Jeff, I like the big wide belt, with the longer skirt. I have been experimenting with narrow belts (1/2" or less) and "normal 1" dress belts, and of courcse the 1-1/2 in-2 inch "jeans loop" belts. I've worn a wide belt - somewhat like yours with a short skirtpost-571-0-24939800-1344882420_thumb.jpg but not with a long skirt - I love expanding the fashion envelope I'm comfortabler in.

Edited by tallguyinheels
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Love the sunglasses remark, Jeff. I've had similar responses to tees I was wearing with my skinnies and stiletto boots.

Yeah, I found it funny how the only thing that guy noticed were my sunglasses. Darn sure didn't see that coming! Heh!

Jeff,you look so natural in these outfits.

Many thanks. A compliment like yours makes me realize that I'm doing my freestyling right.

Jeff, I like the big wide belt, with the longer skirt. I have been experimenting with narrow belts (1/2" or less) and "normal 1" dress belts, and of courcse the 1-1/2 in-2 inch "jeans loop" belts. I've worn a wide belt - somewhat like yours with a short skirtpost-571-0-24939800-1344882420_thumb.jpg but not with a long skirt - I love expanding the fashion envelope I'm comfortabler in.

This is just me, but I've always preferred wearing wide belts with long skirts and thin ones with my shorter denim skirts which I can run through the belt loops. The picture you provided looks very nice and could be something I might try myself sometime down the road. It's all about experimentation to see what both works best and looks nice.

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Yes, the short blue skirt is certainly pushing it a bit. I had the encouragement of my hair stylist shop to try the look in public. all seemed to like it in the shop - end of January - I think. too warm for stretchy mini and tights in the hot Atlanta summer. Like you I'm more inclined to wear a loose skirt, linen or denim. I can't wait for fall though... I like dressing up a bit in a skirt.

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Yes, the short blue skirt is certainly pushing it a bit. I had the encouragement of my hair stylist shop to try the look in public. all seemed to like it in the shop - end of January - I think. too warm for stretchy mini and tights in the hot Atlanta summer. Like you I'm more inclined to wear a loose skirt, linen or denim. I can't wait for fall though... I like dressing up a bit in a skirt.

Well, I don't know what the weather has been like in your neck of the woods, but wearing a long sleeved shirt and tights up here in the Northeast would've been suicide, given the seemingly endless days in the upper 90's we've had. Still, that was a nice look, though one better suited for fall. Speaking of fall, I too can't wait for cooler weather in October or so to arrive so I can break out my calf length skirts which I can pair up with my high heeled knee boots. That's a fun and stylish combination that I enjoy wearing.

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Nice outfits and nice read as always Jeff! I much prefer your short skirt outfits. But that would just be my way of dress, personally. But keep on keepin on, and helping the "cause".

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Nice outfits and nice read as always Jeff! I much prefer your short skirt outfits. But that would just be my way of dress, personally. But keep on keepin on, and helping the "cause".

Heh! You're not the only one here who's mentioned that they like me in short skirts! Well, there's still plenty of summer left for me to show off my legs. Meanwhile, I haven't thought about wearing jeans or my capris for weeks now as I'm just having so much fun wearing skirts to consider anything else.

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Jaunt #163, 8/18/2012:

With the weather nice and sunny today following a wild and stormy Friday night, I headed out on a new jaunt as I had to go to my dealership to have some minor work done on my car, so I donned my denim colored campshirt (I've come to love wearing these shirts and plan to find them in more colors), my 22 inch denim skirt, the Blondo 2 inch heeled loafers which I hadn't worn in a while and my Buxton Bag. The notion of wearing anything else (i.e. men's clothes) hadn't at all occured to me, and I had no hesitation whatsoever about going to the dealership in a skirt, it's just clothes after all. I arrived at the dealership around ten, parked, got out and walked in, pretty as you please, the inside of the building was mildly busy with customers being waited on, but no one paid me much if any attention. After walking up to the service desk to tell them what I needed done (my driver's side vanity mirror came loose from the visor), I was told I'd have to wait around an hour, so I retreated to the lounge to wait.

There were half a dozen people in the lounge area, almost all of them were watching TV and ignoring me, I picked up a two month old issue of Car & Driver and busied myself with that while waiting to have my car serviced. Little over an hour, and four car magazines later, I heard my name over the intercom, calling me to the desk, going there, I paid for the service, was given my keys and that was that. From start to finish, I was treated just as professionally at the dealership like everyone else, despite how I was dressed, and that meant a lot to me. From there, I headed into town as I was only three miles or so from center city as the crow flies, as is part of my regular routine, I visited my local comic shop, then headed out to the western 'burbs as I had a sudden hankering for a roast beef sandwich at Arby's, and the only store I knew of was in Springfield. There were little over a dozen people in the store as I walked in, placed my order and enjoyed a thick roast beef sandwich with curly fries and a soda.

Just like at the dealership, no one b gawked or gaped or bothered me as I ate, I guess I must not have been very interesting to them. After lunch, I headed to Best Buy, my last stop of the day, now that place was pretty crowded as I walked in, but that was no big deal to me as I wandered the aisles, doing my usual gazing at all the electronic gizmos. Meanwhile, I did get a few stares here and there, but I expected that sort of thing, but I was left alone the whole time. I mean, to be honest, is it really THAT much of a big deal if a guy is seen wearing a skirt? The only difference between that and a pair of shorts is one less opening to put your legs through. Not a long outing, but a pleasant jaunt in pleasant weather, just what I love, almost as much as I love wearing skirts in public!

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I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Nice read again Jeff! Arby's and Best Buy! I think we are going to get along just fine....lol

Glad to hear that, my friend! Great minds think alike! :silly:

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Glad to hear that, my friend! Great minds think alike! :silly:

Thanks! If you are ever up here in Canada stop in at a Future Shop. It the Canadian equivalent of Best Buy. I don't make it to Best Buy very often unless I am travelling in the U.S. Which is maybe once a year or so. But up here Future Shop fills my quota of "nerdy gadgetness"...lol

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JeffB, You had a nice outing in heels and a skirt. Your outfit looked good. I also enjoyed a nice outing this morning, Sunday too. I was in my wedge heel sandals with a pair of white Dockers pants and a black camp shirt. Read my report on "Heeling with bluejay" thread. Happy Heeling, bluejay

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Thanks! If you are ever up here in Canada stop in at a Future Shop. It the Canadian equivalent of Best Buy. I don't make it to Best Buy very often unless I am travelling in the U.S. Which is maybe once a year or so. But up here Future Shop fills my quota of "nerdy gadgetness"...lol

"Nerdy gadgetness"! HA! That works for me! :silly:

JeffB,

You had a nice outing in heels and a skirt. Your outfit looked good. I also enjoyed a nice outing this morning, Sunday too. I was in my wedge heel sandals with a pair of white Dockers pants and a black camp shirt. Read my report on "Heeling with bluejay" thread.

Happy Heeling,

bluejay

Cool! I'll be sure to swing by your thread and check it out. By the by, thanks for the kind words.

Jaunt #164, 8/20/2012:

Just a short outing today, well, relatively short anyway. With the weather nice, I headed out in a white polo shirt, my bronze button down black denim skirt, the Payless "Jefferson" buckle wedge pump which I love wearing and a handbag. Nothing special, I needed to renew my Barnes & Noble membership, so I headed into South Jersey in order to avoid having to pay for parking downtown. Sure, just call me cheap. Heh! Anyhoo, after arriving at the Moorestown Mall area, I went to lunch first at Chick-Fil-A, hopped right out of the car and walked in, no big deal. However, it did allow me to play a little game about how people observe me, I wonder what people notice first when they see me: the short skirt, the shoes with the buckles or the handbag. I suspect people notice the skirt more since it's hardly something a man would be seen wearing. Still, as is often the case on my outings, people glanced and briefly stared, but nothing more.

After lunch, it was off to Barnes & Noble to wander the aisles then spend a goodly amount at the magazine racks before going to the register with a anime magazine where I also renewed my membership which gave me discounts off stuff I buy. All told, I was in the store for about thirty minutes, casually strolling through the place like any other shopper, even passed by a couple of chatty little kids with their parents, neither of whom said anything to me, which, in itself was pretty cool. While it's plain and evident that I am noticed while out and about in a skirt and heels (I'd be foolish to think otherwise), the fact that no one takes it upon themselves to publicly make fun of me for my attire or laugh their behinds off at how I'm dressed is highly refreshing in itself, proof positive that people do indeed have manners and use them, and while it would be nice to have the curious and amazed engage me in conversation about my attire, it's also good to be able to go about my business undisturbed.

Meanwhile, it's become pretty much commonplace for me to wear skirts on my outings while my jeans collect dust in the back of my closet, and I'm perfectly content with that. It's what I like, what I'm comfortable with, and I'm having fun with what I'm wearing.

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I don't want to LOOK like a woman, I just want to DRESS like a woman!

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For everyone who follows this thread and likes numbers, here's some for you regarding my jaunts:

2008

Jeans: 6

Skirts: 3

Pants: 1

2009

Skirts: 39

Skorts: 2

Jeans: 1

2010

Skirts: 19

Jeans: 8

Capris: 1

2011

Jeans: 35

Skirts: 18

Skorts: 4

Capris: 3

Dresses: 1

2012 (to date)

Skirts: 17

Jeans: 4

Skorts: 2

Dresses: 1

Jaunt #165, 8/21/2012:

Another day, another jaunt to enjoy. In this outing, I wore my navy polo shirt, the Old Navy dark denim skirt (with the slit in back), the Blondo loafers and the Buxton Bag as I went downtown. The weather was warm, but comfortable with no humidity, perfect conditions for wearing a skirt, and it felt great to wear it too. I parked a block away from the center city Barnes & Noble, hopped out and strolled down to the store past lots of people, none of whom paid me any appreciable amount of attention. Once inside, I casually wandered about the first floor magazine section, thumbed through a couple of sports magazines, then went up to the third floor where I looked through the manga section before settling on a couple of titles and returned downstairs to pay for my purchase. From there, I left the store and took my sweet time strolling through Rittenhouse Park so I could be seen (and I was, but no big deal was made) before returning to my car.

My second and final stop of the day was to Sugar House Casino, Philly's second slots parlor after Parx way out in the northeast, but Sugar House was closer to downtown, despite having taken a wrong turn along the way, I reached the place in around twenty minutes or so. Sugar House wasn't quite as fancy and flashy as Parx, but it was pretty decent, both inside and out. Once inside, I wandered about to get my bearings, then went about spending some forty-five minutes on various penny and nickel machines, the most I won was around eighty bucks, but what little luck I had didn't last long as I eventually left emptyhanded. It was only after I had gotten in my car and left that I had forgotten to sign up for a Sugar House card. Oh, well, I'll remember that for my next visit. The most important thing was that, just like at Parx, no one paid any attention to my attire as they were too busy working those one-armed bandits to care about my wandering about in a skirt.

I'm sure others have mentioned this, but casinos and slot parlors are a great place to wear heels, or freestyle like I do as everyone is too engrossed in their gambling to notice or care about what you wear. For your information. Make use of it as you will. Anyhoo, it was another enjoyable (though not profitable) outing in a skirt. The more I freestyle, the more fun and enjoyable it becomes, and that's good enough for me.

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I don't want to LOOK like a woman, I just want to DRESS like a woman!

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JeffB, Nice outings in your skirt. As I reported last winter that I have worn a skirt out only twice. One leather skirt with knee boots and a black short skirt with a pair of black patent loafer pumps. My wife does not like me wearing a skirt. This fall, I hope to be able to wear a skirt sometimes when I am out heeling without my wife. Happy Heeling, bluejay

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bluejay: Thanks for the kind words. I'm glad folks here like you appreciate what I do.

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Must sway I prefer the short skirts Jeff, I'm not a fan of long skirts in general though. You have the right balance of body/ limb length and it really shows well in your shorter skiers.

High heels are the shoes I choose to put on, respect my choice as I repect yours.

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Must sway I prefer the short skirts Jeff, I'm not a fan of long skirts in general though. You have the right balance of body/ limb length and it really shows well in your shorter skiers.

Thank you for the kind words! I guess everyone here likes seeing my legs when I wear short skirts! :silly:

Jeff, I love that skirt! I love denim, but am a fan of pencil skirts too. Would you ever try one instead of the denim ones? I admire your confidence :)

Well, I'll try just about anything once! Sure, I'll try about a non-denim pencil skirt and see what happens!

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Jaunt #166, 8/23/2012:

Having bought a new pair of shoes yesterday, I decided to take them for a spin today, pairing those Payless "Kylie" wedge pumps in cognac with a brown polo shirt, my 22 inch tan skirt from JCPenney and a tan handbag I bought from Target a couple of weeks ago. The new shoes were an absolute delight to wear, light on my feet and they felt great, also, I felt they matched well with the tan skirt, I think they'd go well with a brown skirt too. I'll let you know about that in time. I had no specific plans, other than wanting to be seen, so I headed out to Springfield and Best Buy, it was around 11 a.m. when I arrived and there was a fair crowd in the store when I walked in. I strolled to the Blu-Ray aisles and, much to my surprise, found that Jaws was on the shelf. YAY! I snatched that up right away, then spent the next half hour or so doing my usual wandering the aisles to gaze at gadgets and whatnot, yes, people did notice, but no one said a thing to me the whole time.

After leaving Best Buy, I headed east to Pizza Hut where I haven't dined in awhile. It was almost noon when I arrived and when I walked in, there were about a dozen people, including some kids busy eating, again, I was noticed, and again, no one bothered to give me any attention. I had the buffet and scarfed down little over half a dozen slices of meat lover's which had been brought out just after I arrived. YUM! I loves meat lover's to death! I ate in peace and it was enjoyable, then I paid my bill and left, nothing to it, even as the place became progressively busier as I dined. My third and final stop of the day was University City near downtown and Starbucks, for no other reason than to be seen. Getting out of the car, a couple of guys walking by gave me funny looks but nothing more, I strolled to Starbucks, walked in and stood behind a group of young women, a couple of whom gave me a glance but didn't say anything. A pity, I was hoping to engage in some conversation.

I spent little over half and hour in the lounge area with the paper and a large iced tea, surrounded by other customers, and no one gave me so much as the time of day, which was pretty cool in itself. All told, as usual, I felt calm and comfortable and totally at ease with how I was dressed, if you're going to be a freestyler, you HAVE to be comfortable in your own skin, otherwise, you'll never be able to make this work. And I like to think I've achieved that modest goal.

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I don't want to LOOK like a woman, I just want to DRESS like a woman!

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JeffB - empty your mailbox.

Done. Dang! Didn't realize I had stuff in the mailbox going back to 2002! Whoa!

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Done. Dang! Didn't realize I had stuff in the mailbox going back to 2002! Whoa!

That's probably why I never got a reply to a coupling that I sent. ;-)

Being mentally comfortable in your own mind is the key to wearing heels in public.

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That's probably why I never got a reply to a coupling that I sent. ;-)

My bad! It never occurred to me to keep up with that sort of thing. Tsk on me!

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Old messages composed with the old forum software take up a large amount of space in your mailbox as each message takes up one message space. With the new system entire conversations take up one message space. The new message system is very space efficient once the old messages are deleted/archived.

Shafted, the boots that is! View my gallery here http://www.hhplace.o...afteds-gallery/ or view my heeling thread here http://www.hhplace.org/topic/3850-new-pair-of-boots-starts-me-serious-street-heeling/ - Pm me if you want fashion advice or just need someone to talk to.

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Old messages composed with the old forum software take up a large amount of space in your mailbox as each message takes up one message space. With the new system entire conversations take up one message space. The new message system is very space efficient once the old messages are deleted/archived.

Many thanks for the info. I'll be more careful in the future when it comes to keeping an eye on my mailbox.

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Jeff, Re Jaunt 166. Wow - I like the tan skirt and top/shoes combo. I've worn similar. I'd contrast the belt more - at least to match the handbag or shoes. I've also tried a recently using a thin belt in a contrasting bright color - matching the top perhaps! I wore my tan button front skirt (about the same length as yours) with a red polo shirt and thin red belt - thought it looked great. In these last summer jaunts you seem to have less response than in the past - is that your impression? Your look is fashionably correct - and maybe the response you get is "is that a Guy or a Girl?" as opposed to "Look at that guy in a skirt and heels?" As we both know - the difference is irrelavent -as long as you reach the goal as you succinctly state: "You HAVE to be comfortable in your own skin, otherwise, you'll never be able to make this work."

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Jeff, Re Jaunt 166.

Wow - I like the tan skirt and top/shoes combo. I've worn similar. I'd contrast the belt more - at least to match the handbag or shoes. I've also tried a recently using a thin belt in a contrasting bright color - matching the top perhaps! I wore my tan button front skirt (about the same length as yours) with a red polo shirt and thin red belt - thought it looked great.

A brown belt perhaps? Hmm! That's a thought. I'll see what I can do about that. Might be interesting.

In these last summer jaunts you seem to have less response than in the past - is that your impression? Your look is fashionably correct - and maybe the response you get is "is that a Guy or a Girl?" as opposed to "Look at that guy in a skirt and heels?" As we both know - the difference is irrelavent -as long as you reach the goal as you succinctly state: "You HAVE to be comfortable in your own skin, otherwise, you'll never be able to make this work."

Well, I like to think passersby don't mistake me for a woman, despite what I wear on my little adventures. Heh! But yeah, responses have indeed been far and few inbetween, I guess that means people are either tolerant of my appearance or simply choose to ignore me as they're too wrapped up in their own lives and affairs to care about that middle aged guy in the skirt and heels. The fact that I exude a calm and cool demeanor, telling the world that I'm comfortable about how I'm dressed goes a long way towards that level of indifference I experience while out in public.

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Jaunt #167, 8/31/2012:

On the last day of August, I thought I'd go on a jaunt to Parx Casino in the great northeast for a little fun, so I donned a white polo shirt, my 20 inch denim pencil skirt (with that nice slit in back), the Pleaser 4 inch heeled "Vanity" pumps and my short strap handbag. I've been to Parx some six or seven times now, and on each occasion I wore either a skirt and heels or tight jeans and thigh boots or my denim miniskirt and thigh boots. The notion of wearing men's clothes there just doesn't compute to me. After arriving, I hopped out and crossed the parking lot and walked in, pretty as you please, other than a glance from a uniformed greeter, no one paid me any attention, and by no one, I'm talking about other gamblers. I've said this before, a casino is a great place to wear heels and/or freestyle because everyone is too busy working slot machines or playing table games to notice or care about a middle aged guy in a snug skirt and high heels. However, you have to be careful about where you walk in a casino as a polished tile floor can be a tad treacherous when in heels, and you have to walk slowly to avoid a slip and possible fall.

Anyhoo, I wandered all over most of the casino floor, busying myself with penny slot machines like "Sex and the City" where I spent a goodly amount of time and won some coins here and there, however, I won a hundred bucks on a "Ghostbusters" machine, and that made me happy. I spent well over two hours in the casino and had a good time, even if I didn't win some obscene amount of money, something you just can't do on penny machines, but I was all about having fun and that was good enough for me. Meanwhile, even though I was seen and made a point to be seen, I was pretty much ignored the whole time I was in the place, finally around 1:30 or so, I finally left with a little more money than I had before I went in, and hey, that's always a good thing. From there, I drove into center city as I needed to stopped off at a convenience store that I frequent often to play the Powerball, just like at Parx, I experienced no hesitation whatsoever as I parked, got out, paid the meter and walked little over half a block to the store to play the lottery, bought my ticket, walked out, returned to my car and drove back home, plain and simple, and enjoyable as well.

I'll spare everyone the usual observations about how good it feels to wear a skirt, not to mention how normal it feels to me, and that's what gives me the quiet confidence I use when wearing skirts (with or without heels) in public. It IS a great deal of fun, and that's the bottom line.

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I don't want to LOOK like a woman, I just want to DRESS like a woman!

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